Welcome to this beautifully remodeled two story home in one of Winter Park’s most desirable upscale neighborhoods, offering timeless charm, modern upgrades, and no HOA restrictions.
Completely renovated in 2019, this property features a newer roof, windows, A/C system, electrical, plumbing, driveway, and a fully fenced yard with a private entry gate, along with fresh exterior & interior repaint completed in 2025. Inside, you will find bright, open living spaces and a modern kitchen designed for both everyday living and entertaining.
Upstairs, a spacious family room opens to a covered balcony with serene lake views, creating an ideal space to relax or entertain. The flexible layout also allows for two separate living areas, making it well suited for multi-generational living or rental income.
Step outside to enjoy the expansive gated yard with plenty of room for gatherings along with ample parking.
Conveniently located just minutes from shopping, dining, Downtown Orlando, Downtown Winter Park, Full Sail University, and Rollins College, this home offers an exceptional location.
The seller is offering 1% closing cost Buyer credit with a full price offer. Do not miss this rare opportunity to own a beautifully updated home with endless potential in a highly desirable location. Contact us today to schedule your private showing!
Completely renovated in 2019, this property features a newer roof, windows, A/C system, electrical, plumbing, driveway, and a fully fenced yard with a private entry gate, along with fresh exterior & interior repaint completed in 2025. Inside, you will find bright, open living spaces and a modern kitchen designed for both everyday living and entertaining.
Upstairs, a spacious family room opens to a covered balcony with serene lake views, creating an ideal space to relax or entertain. The flexible layout also allows for two separate living areas, making it well suited for multi-generational living or rental income.
Step outside to enjoy the expansive gated yard with plenty of room for gatherings along with ample parking.
Conveniently located just minutes from shopping, dining, Downtown Orlando, Downtown Winter Park, Full Sail University, and Rollins College, this home offers an exceptional location.
The seller is offering 1% closing cost Buyer credit with a full price offer. Do not miss this rare opportunity to own a beautifully updated home with endless potential in a highly desirable location. Contact us today to schedule your private showing!
Property Details
Price:
$589,000
MLS #:
O6369976
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
KILLARNEY CIRCLE
Neighborhood:
32789winterpark
Listed Date:
Jan 8, 2026
Finished Sq Ft:
1,920
Total Sq Ft:
2,454
Lot Size:
9,112 sqft / 0.21 acres (approx)
Year Built:
1981
See this Listing
Schools
Elementary School:
Killarney Elem
Middle School:
College Park Middle
High School:
Edgewater High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Inside
Levels
Two
Exterior
Architectural Style
Other
Construction Materials
Block, Stucco
Direction Faces
East
Exterior Features
Balcony, Private Yard
Fencing
Vinyl
Other Structures
Shed(s)
Patio And Porch Features
Deck, Front Porch, Porch, Wrap Around
Roof
Shingle
Financial
Tax Year
2024
Taxes
$4,030
Map
Community
- Address423 OLOLU DRIVE WINTER PARK FL
- SubdivisionKILLARNEY CIRCLE
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
- 147 INTERLACHEN PLACE
- 3223171-3223171
- ACREAGE & UNREC
- ALABAMA CONDO
- ALBERT LEE RIDGE ADD 02
- ALBERT LEE RIDGE FIRST ADD
- ALLISON OAKES
- ALOMA
- ALOMA BUS CENTER
- ALOMA TRAILS
- ANDALUCIA APTS
- ARAGON CONDO
- ART SYSTEMS CENTER
- AUTUMN GLEN
- AUTUMN GLEN PH 3
- BEAR GULLY FOREST
- BEL-AIRE PINES, UNIT TWO
- BLDG 6 UNIT 189 THE STRATFORD A WINTER PARK CONDOM
- BLK C PT REP 02
- BROOKSHIRE HEIGHTS
- BROOKSHIRE HEIGHTS 4TH ADD
- CAMPO BELLO
- CAMWOOD SUB
- CAPENS ADD
- CAROLYN ESTATES
- CASA ALOMA
- CEDAR RIDGE UNIT 2
- CEDARWOOD VILLAGE 1
- CHARMONT
- CHATEAUX DU LAC
- CLOISTER GROVE REP
- CLOISTER GROVE SUB
- CLOISTERS CONDO
- COLONIES
- COMSTOCK PARK
- CONWILL ESTATES
- CORONATION ADD
- COUNTRY LANE
- CYPRESS RESERVE
- DIXIE TERRACE
- DUBSDREAD HEIGHTS
- DYER SUSAN RESUB
- EASTBROOK SUB
- EASTBROOK SUB UNIT 05
- EASTBROOK SUB UNIT 06
- EASTBROOK SUB UNIT 06 2ND REP
- EASTBROOK SUB UNIT 13
- EASTBROOK SUB UNIT 14
- EASTBROOK SUB UNIT 15
- EASTBROOK SUB UNIT 8
- EASTGATE SUB
- EDGEWOOD SUB
- ENCLAVE AT ALOMA
- ENCLAVE AT HAWKS CREST
- FAIRBANKS PARK
- FERNBROOK TRAILS
- FERNBROOK TRAILS PH 3
- FONTAINEBLEAU
- FOREST HILLS
- FOUR SEASONS CONDO
- GALLOWAY PLACE REP
- GARDEN GROVE
- GARDEN LAKE ESTATES UNIT 3
- GEORGETOWN ESTATES
- GLENCOE SUB
- GLENMOOR
- GOLDEN ROD MANOR
- GOLDENROD VILLAS CONDO
- GOLDENROD VILLAS CONDOMINIUM ASSOCIATES
- GOLFSIDE GOLF COURSE SEC 01
- GOLFSIDE VILLAS CONDO
- GOLFVIEW
- GOLFVIEW HEIGHTS
- GRAYSON SQUARE
- GREEN OAKS REP
- GREEN OAKS REP 02
- GREEN OAKS REP 03
- GREENVIEW AT WINTER PINES
- HENKEL ADD
- HIDDEN OAKS CONDO PH 01
- HIDDEN OAKS CONDO PH 02
- HIDDEN OAKS CONDO PH 03
- HIDDEN OAKS CONDO PH 06
- HIDDEN OAKS CONDO PH 08
- HIDDEN OAKS CONDO PH 09
- HILLS
- HOWELL ESTATES 1ST ADD
- HOWELL ESTATES REP
- HUNTINGTON COURT
- HYDE PARK
- J KRONENBERGER SUB
- KAROLINA ON KILLARNEY
- KENILWORTH ESTATES
- KENILWORTH SHORES
- KENILWORTH SHORES SEC 01
- KENILWORTH SHORES SEC 03
- KENILWORTH SHORES SEC 04
- KENILWORTH SHORES SEC 06
- KENILWORTH SHORES SEC 07
- KILLARNEY BAY CONDO
- KILLARNEY CIRCLE
- KILLARNEY ESTATES
- KILLARNEY SHORES
- LACHEN HOUSE CONDO
- LAKE BELL TERRACE
- LAKE FLORENCE PRESERVE
- LAKE FOREST PARK
- LAKE KILLARNEY CONDO
- LAKE KILLARNEY SHORES
- LAKE KNOWLES TERRACE
- LAKE KNOWLES TERRACE ADD 02
- LAKE MONTE SUB
- LAKE SPIER XING
- LAKE VIRGINIA
- LAKE WAUNATTA VILLAGE
- LAKE WAUNATTA WOODS
- LAKEMONT HEIGHTS
- LAKESIDE ESTATES
- LAKESIDE MANOR APTS CONDO
- LAKESIDE MANOR CONDOMINIUM ASSOCIATION, INC.
- LAKEVIEW TERRACE
- LANCELOT/WINTER PARK
- LANDINGS AT HAWKS CREST
- LAS CASAS DE INDIANA
- LAWNDALE
- LAZY OAKS CONDO
- LORDS SUB
- LOST CREEK
- LUGANO TERRACE
- LYNN HAVEN
- MAGNOLIA GARDENS SUB
- MAITLAND SHORES
- MAITLAND SHORES FIRST ADD
- MEAD GARDEN
- MEADOWS AT HAWKS CREST
- NORTHWOOD TERRACE
- OAKS CONDO
- OLYMPIA HEIGHTS
- OLYMPIA HEIGHTS ANNEX
- ORANGE GROVE SUB
- ORANGE TERRACE
- ORANGEWOOD PARK
- ORWIN MANOR STRATFORD SEC
- ORWIN MANOR WESTMINSTER SEC
- OSCEOLA COURT
- OSCEOLA PLACE
- OSCEOLA SHORES SEC 1
- OSCEOLA SUMMIT
- PARK AIRE CONDO
- PARK GREEN
- PARK GROVE
- PARK MANOR
- PARK NORTH
- PARK SHORE
- PARKLANDO 03
- PARKVIEW VILLAGE
- PARKVIEW VILLAGE CONDO
- PELICAN BAY
- PENNSYLVANIA STATION 01 CONDO
- PERLE DU LAC
- PERVIS SURVEY FOR R E
- PHILLIPS CIRCLE REP
- PINEWOOD SUB
- PRESERVE AT HAWKS CREST
- QUAIL RUN
- QUARTERS AT WINTER PARK CONDO
- ROBERT DHU MACDONALD PARK
- SANCTUARY AT ALOMA
- SANDALWOOD CREEK CONDO PH 12
- SANDLEWOOD CREEK CONDO PH 10
- SEVILLA
- SEVILLE PARK
- SHORES LAKE KILLARNEY
- SICILIAN SHORES
- SLOVAK VILLAGE
- SORENSEN HEIGHTS
- SOUTH LAKEMONT SHORES
- STANSBURY ESTATES
- STRATFORD A WINTER PARK CONDO
- STRATFORD WINTER PARK
- SUBURBAN HOMES
- SUBURBAN HOMES FIRST ADD
- SWOOPE PARK
- SYLVAN HEIGHTS
- SYLVAN LAKE SHORES
- TANGERINE COURT
- TANGLEWOOD SEC 3 REP
- TANGLEWOOD SEC 4
- TEMPLE ESTATES
- TEMPLE HEIGHTS
- TEMPLE TERRACE ANNEX
- TERAZZO DEL SOL CONDO ASSN INC
- THOMAS M HENKELS ADD
- TIMBERLANE SHORES
- TOWNHOMES/HARPER PLACE
- TRINITY BAY PH 2
- TUSCANIA
- TUSCANY TERRACE
- TWIN ACRES
- URBAN GREEN 12
- VALENCIA TERRACE
- VILASA TWNHMS
- VILLAGE/WHISPERWOOD
- VILLAS OF CASSELBERRY PH 2
- VILLAS OF CASSELBERRY PH 3
- VILLAS OF CASSELBERRY PH 4
- VIRGINIA HEIGHTS
- VIRGINIA HEIGHTS REP
- VISTAS AT LAKE HOWELL
- WATERFALL COVE
- WATERFALL COVE AT WINTER PARK
- WATERS EDGE AT HAWKS CREST
- WHISPERING WATERS
- WHISPERING WATERS/PHILLIPS CIRCLE REP
- WHISPERWOOD 3
- WHISPERWOOD CONDO
- WINDSONG ELIZABETHS WALK 43/81
- WINDSONG PRESERVE POINT 43/76
- WINDSONG-KNOWLES PLACE
- WINDSONG-PRESERVE POINT
- WINDWARD SQUARE SEC 1
- WINDWARD SQUARE SEC 2
- WINTER PARK
- WINTER PARK ESTATES
- WINTER PARK GARDENS CONDO
- WINTER PARK HEIGHTS
- WINTER PARK OAKS
- WINTER PARK PINES
- WINTER PARK PINES MERRIE OAKS
- WINTER PARK PINES PATIO HOMES
- WINTER PARK REP BLK 75
- WINTER PARK VILLAGE
- WINTER PARK VILLAS BLDG 14
- WINTER PARK VILLAS CONDO
- WINTER PARK WOODS CONDO
- WINTER WOODS UNIT 01
- WINTER WOODS UNIT 04
- WOODCREST UNIT 01
- WRENWOOD CONDO
Market Summary
Current real estate data for Single Family in WINTER PARK as of Apr 25, 2026
275
Single Family Listed
85
Avg DOM
486
Avg $ / SqFt
$1,455,511
Avg List Price
Property Summary
- Located in the KILLARNEY CIRCLE subdivision, 423 OLOLU DRIVE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $589,000 and features 3 beds, 3 baths, and has approximately 1,920 square feet of living space, and was originally constructed in 1981. The current price per square foot is $307. The average price per square foot for Single Family listings in WINTER PARK is $486. The average listing price for Single Family in WINTER PARK is $1,455,511. To schedule a showing of MLS#o6369976 at 423 OLOLU DRIVE in WINTER PARK, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS WINTER PARK. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than WINDERMERE INTERNATIONAL REALTY include the name of the listing broker. Neither the listing company nor WINDERMERE INTERNATIONAL REALTY shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 423 OLOLU DRIVE
WINTER PARK, FL
